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  • Home//
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  • Sail

Sailboats for sale

Boats propelled partly or entirely by sails including a variety of sailing boats or yachts in terms of size, dimension and configuration of sails of the vessel.
Read our helpful guide to Sailboats
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    4,077 boats
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      1989 Classic yachts Ron Holland

      $119,000

      $878/mo*

      St. Thomas, VI 00802 | Harbor Shoppers

      1989 Classic yachts Ron Holland
      Dealer Logo

      2026 Lagoon EIGHTY 2

      Request a Price

      New Orleans, LA 70112 | The Multihull Company

      2026 Lagoon EIGHTY 2
      Dealer Logo

      1983 Thackwray Custom Pilothouse Motorsailer

      $649,000

      $4,789/mo*

      Wrangell, AK 99929 | Chuck Hovey Yachts- Seattle

      1983 Thackwray Custom Pilothouse Motorsailer
      Dealer Logo
      • 1995 PDQ 32 LRC

        $65,000

        Miami Beach, FL | Just Catamarans

        1995 PDQ 32 LRC
        • 1994 Beneteau Oceanis 400

          $45,000

          Miami, FL 33133 | Private Seller

          1994 Beneteau Oceanis 400

          1982 Watkins 27 Pirate Ship!

          $4,999

          Washington, NC 27889 | McCotters Marina

          1982 Watkins 27 Pirate Ship!

          1984 O'Day 222

          $4,000

          Washington, NC 27889 | McCotters Marina

          1984 O'Day 222
          • 2014 Gemini Legacy 35

            $169,950

            $1,254/mo*

            Panama City Beach, FL 32407 | Great Southern Yacht Company

            2014 Gemini Legacy 35

            1980 Hunter 37 Cherubini Cutter

            $4,900

            Washington, NC 27889 | McCotters Marina

            1980 Hunter 37 Cherubini Cutter

            2019 Lagoon 42

            $379,000

            $2,797/mo*

            Fort Lauderdale, FL 33301 | The Multihull Company

            2019 Lagoon 42
            • 1989 Morris Ocean Series 32

              $165,000

              Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

              1989 Morris Ocean Series 32
              • 2026 Bali 4.2

                $529,728

                $3,909/mo*

                Hollywood, FL 33020 | Catamaran Gurus

                2026 Bali 4.2
                • 1961 Rhodes Swiftsure

                  $14,500

                  Westport Point, MA 02791 | Tripp Marine Group

                  1961 Rhodes Swiftsure
                  • 1990 Island Packet 35

                    $55,000

                    Highland Beach, FL 33487 | Edwards Yacht Sales

                    1990 Island Packet 35
                    • 1991 Custom Horacio Carabelli Schooner

                      $290,000

                      Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

                      1991 Custom Horacio Carabelli Schooner
                      • 2002 Alerion Express 28

                        $64,900

                        Orleans, MA 02647 | K. McCann Yacht Sales

                        2002 Alerion Express 28
                        • 2019 Tartan 395

                          $449,000

                          $3,313/mo*

                          Bellingham, WA 98225 | San Juan Sailing & San Juan Yachting

                          2019 Tartan 395

                          1981 Catalina 30

                          $3,500

                          ↓ Price Drop

                          Sandwich, MA 02563 | Lawson Yachts LLC

                          1981 Catalina 30

                          1972 Rhodes 53 Motorsailor

                          $115,000

                          ↓ Price Drop

                          Ponce Inlet, FL 32127 | McNally Yacht Sales

                          1972 Rhodes 53 Motorsailor

                          2010 Hanse 545

                          $315,000

                          $2,325/mo*

                          Portsmouth, RI 02871 | Northstar Yacht Sales, LLC

                          2010 Hanse 545

                          1966 Pearson Vanguard

                          $6,900

                          Washington, NC 27889 | McCotters Marina

                          1966 Pearson Vanguard

                          2006 Hunter 38

                          $39,000

                          ↓ Price Drop

                          $337/mo*

                          Highland Beach, FL 33487 | McNally Yacht Sales

                          2006 Hunter 38

                          1987 Island Packet 27

                          $31,900

                          Washington, NC 27889 | McCotters Marina

                          1987 Island Packet 27

                          1989 Custom Schooner Liveaboard

                          $95,000

                          Shady Side, MD 20778 | YachtSalesInternational.Com -Martin Bird Associates

                          1989 Custom Schooner Liveaboard

                          2026 Seawind 1270

                          $620,000

                          $4,575/mo*

                          Miami, FL 33132 | Sail Away Catamarans Yacht Sales

                          2026 Seawind 1270

                          1994 Island Packet 32

                          $69,000

                          Punta Gorda, FL 33950 | McNally Yacht Sales

                          1994 Island Packet 32

                          2015 Leopard 48

                          $299,000

                          $2,206/mo*

                          North Charleston, SC 29405 | United Yacht Sales

                          2015 Leopard 48

                          1983 Pacific Seacraft Crealock 37

                          $50,000

                          ↓ Price Drop

                          Annapolis, MD 21403 | Crusader Yacht Sales

                          1983 Pacific Seacraft Crealock 37
                          • 1999 Catalina 320

                            $59,000

                            Pine Beach, NJ 08741 | Shore Point Marina & Yacht Sales, Inc.

                            1999 Catalina 320

                            1986 Cape Dory MS300

                            $29,000

                            Fort Myers, FL 33901 | Grand Slam Yacht Sales Inc

                            1986 Cape Dory MS300
                            • 1938 Alden Custom Design & 2008-2011 by Rockport Marine

                              $995,000

                              Charleston, SC 29403 | Lyman-Morse Yacht Brokerage

                              1938 Alden Custom Design & 2008-2011 by Rockport Marine
                              • 2006 Tayana Cutter

                                $349,000

                                $2,575/mo*

                                Friday Harbor, WA 98250 | Randy Cowley Yacht Consultants

                                2006 Tayana Cutter
                                • 2002 Tartan 4100

                                  $195,000

                                  Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

                                  2002 Tartan 4100
                                  • 2015 Corsair Dash 750MKII

                                    $55,900

                                    $413/mo*

                                    Navarre, FL 32566 | Windcraft Multihulls

                                    2015 Corsair Dash 750MKII
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                                  Sailboats

                                  Sailboats

                                  Sailboats are propelled partly or entirely by sails and include a variety of types from cutters to sloops and catboats to schooners. Traditionally sailboats are monohull displacement hulls, but catamarans and multi-hulls are becoming more common. There are many kinds of sailboats and they carry different rigs (masts, supporting shrouds and stay, and sail combinations). Sloops have one mast and generally two sails – a mainsail and a headsail called a jib or genoa. If there are two headsails, the boat is usually called a cutter rig. Ketches have two masts with the aft mast shorter than the main mast. Yawls also have a shorter aft mast but it’s farther back on deck than a ketch. A schooner can have two or three masts with the forward-most one being shorter. Sailboats differ by size, use and strength of build – so it’s important to consider carefully which type of sailboat is best for your intended use. Once you understand the different options available, you can make an educated choice.

                                  Expert Sailboats Reviews

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